Caught Wearing Lingerie Stories

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Crossed Wires Pt. 02

by bigrusker on Sep 18, 2017
Transsexuals & Crossdressers

This is party two of my Crossed Wires story. I recommend reading part 1 first. ***** The drive home from the sim session was surprisingly quiet. Sandy kept glancing over at me in the passenger seat, forming a little grin when she caught me running my hands up and down my side and cupping the breasts of my bustier. Oh right, I was still wearing the lingerie...

Outdoor Liberation and Cuckolding

by Leighharding on Oct 15, 2017
Transsexuals & Crossdressers

After very nearly getting caught indulging my secret little hobby when my next door neighbour's daughter decided to step over the fence into my garden to look for her lost rabbit, I decided to renew the fence. I remember the feeling of horror realising what she'd have seen if she'd have turned around. A new fence has given me almost complete privacy and ye...

Chance Meeting on eBay of All Place

by Leighharding on Sep 16, 2017
Transsexuals & Crossdressers

This is a true story of a chance meeting which has turned out to be really rather amazing and surprising. ***** I was trolling eBay for some underwear to buy when I happened on a rather large lady selling some used kit. I messaged her to ask specific sizes and she responded straight away asking if it was for me. Normally I would deny that I was buying...

The Cottage Ch. 01

by MicheleNylons on Sep 12, 2017
Transsexuals & Crossdressers

Mike Harris was seventeen years old when the worst blizzard ever to hit Chelmsford forest struck in December 1986. That is when this story really begins. But first we need to learn a little about Mike Harris before that fateful winter's day. Mike's father had left the family home when he was still a baby. He lived at home with his mother Doris and his older...

Modelling

by HeatherMaureen on Oct 15, 2017
Transsexuals & Crossdressers

Barely legal age I entered the adult store, The clerk checking my ID leered at me, asking if I wanted to buy tokens to go into the peeps at the back. Too nervous to say yes I blushed, pocketed my ID and walked over to the magazine rack. I sidled along the magazine section slowly zeroing in on the CD/ TV/SHEMALE ones hoping no one was watching me. I glanced...

Lucy's Revenge Ch. 05

by Cynthia_D on Sep 18, 2017
Transsexuals & Crossdressers

The techies had fun at my expense for the rest of the week and for the most part I was enjoying it. Everyday I was ordered to wear a different set of lingerie under my male clothes to work. Then at some point each day I was ordered to remove my male clothes and give them to my Admin Gayle who would lock them up in her desk till the techies sent her an IM tel...

Trained to Have Transvestic Fetish

by Everyday2 on Sep 12, 2017
Fetish

A Problem to Solve I have known for years that my husband of 17 years was intensely interested in panties and just loved seeing panty lines or exposed lace on women when we were out and about. It kind of made me mad that he would so blatantly stare at other women like that, especially since I usually wore sexy panties myself that I wanted him to notice. I w...

Sleeping Beauties Ch. 04

by MicheleNylons on Dec 24, 2019
Transgender & Crossdressers

Chapter Four - Mommy's Home "Why Equine semen?" Silvia stared at the screen. "What?" Penelope turned away from her whiteboard and looked at Silvia. "Horse semen. He put horse semen in her this time," Silvia sighed. "Ok that might not help identify our perpetrator but it adds more data to his signature. As you know, some serial killers like to engage with...

Christy's Fantasy Come True Ch. 06

by curious_cd on Sep 19, 2017
Transsexuals & Crossdressers

The alarm went off and Christy rolled over and hit the off button. The clock face was starting back at her flashing 8:00. Since it was Friday she had slept in a bit. Jim had gotten up early and left for work after spending the night. They had gotten into a minor argument last night but came to an accord and made up with some hot sex throughout the house. J...

One Step Too Far

by SatinDreamGirl on Sep 16, 2017
Fetish

The clock on the bedside table clicked loudly in the otherwise quiet room. A soft buzz of cicadas outside drifted in through the small gap in the raised window. The room seemed to glow with pink from the afternoon sun. The room hadn't changed much since Rachel had begun her fashion phase in high school. Her closet (and the closet of the guest room) were stu...